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(-)-1,4-Di-O-benzyl-L-threitol
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Name

(-)-1,4-Di-O-benzyl-L-threitol

 EINECS N/A
CAS No. 17401-06-8 Density 1.174 g/cm3
PSA 58.92000 LogP 2.14180
Solubility N/A Melting Point 55-58 °C
Formula C18H22O4 Boiling Point 484.4 °C at 760 mmHg
Molecular Weight 302.37 Flash Point 246.7 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 17401-06-8 ((-)-1,4-Di-O-benzyl-L-threitol) Hazard Symbols N/A
Synonyms

2,3-Butanediol,1,4-bis(benzyloxy)-, (S,S)- (8CI);2,3-Butanediol, 1,4-bis(phenylmethoxy)-,[S-(R*,R*)]- (9CI);(-)-1,4-Di-O-benzylthreitol;(2S,3S)-1,4-Bis(benzyloxy)-2,3-butanediol;(2S,3S)-1,4-Dibenzyloxy-2,3-butanediol;(S,S)-1,4-Bis(benzyloxy)-2,3-butanediol;(S,S)-1,4-Di-O-benzyl-D-threitol;

Article Data 16

(-)-1,4-Di-O-benzyl-L-threitol Specification

The (-)-1,4-Di-O-benzyl-L-threitol is an organic compound with the formula C18H22O4. The systematic name of this chemical is (2S,3S)-1,4-bis(benzyloxy)butane-2,3-diol. With the CAS registry number 17401-06-8, it is also named as 2,3-butanediol, 1,4-bis(phenylmethoxy)-, (2S,3S)-. The product's categories are Chiral; Asymmetric Synthesis; Biochemistry; Chiral Building Blocks; Simple Alcohols (Chiral); Sugar Alcohols; Sugars; Synthetic Organic Chemistry. It is white to light yellow crystal powder.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.75; (4)ACD/LogD (pH 7.4): 3.75; (5)ACD/BCF (pH 5.5): 416.65; (6)ACD/BCF (pH 7.4): 416.65; (7)ACD/KOC (pH 5.5): 2611.16; (8)ACD/KOC (pH 7.4): 2611.15; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 11; (12)Polar Surface Area: 36.92 Å2; (13)Index of Refraction: 1.576; (14)Molar Refractivity: 85.29 cm3; (15)Molar Volume: 257.4 cm3; (16)Polarizability: 33.81×10-24 cm3; (17)Surface Tension: 49.4 dyne/cm; (18)Density: 1.174 g/cm3; (19)Flash Point: 246.7 °C; (20)Enthalpy of Vaporization: 78.96 kJ/mol; (21)Boiling Point: 484.4 °C at 760 mmHg; (22)Vapour Pressure: 3.41E-10 mmHg at 25°C.

Preparation of (-)-1,4-Di-O-benzyl-L-threitol: It can be obtained by 1,4-Di-O-benzyl-2,3-O-isopropyliden-D-threit. This reaction needs solvent methanol by heating. The reaction time is 7 hours. The yield is 100%.

(-)-1,4-Di-O-benzyl-L-threitol can be obtained by 1,4-Di-O-benzyl-2,3-O-isopropyliden-D-threit

Uses of (-)-1,4-Di-O-benzyl-L-threitol: It can react with 4-methyl-pent-3-en-2-one to get 4-methyl-3-penten-2-one cyclic (1S,2S)-1,2-bis[(benzyloxy)methyl]ethylene acetal. This reaction needs catalytic agent pyridinium p-toluenesulfonate and solvent benzene by heating. The reaction time is 4 hours. The yield is 86%.

(-)-1,4-Di-O-benzyl-L-threitol can react with 4-methyl-pent-3-en-2-one to get 4-methyl-3-penten-2-one cyclic (1S,2S)-1,2-bis[(benzyloxy)methyl]ethylene acetal

People can use the following data to convert to the molecule structure. 
1. SMILES:O(C[C@H](O)[C@@H](O)COCc1ccccc1)Cc2ccccc2
2. InChI:InChI=1/C18H22O4/c19-17(13-21-11-15-7-3-1-4-8-15)18(20)14-22-12-16-9-5-2-6-10-16/h1-10,17-20H,11-14H2/t17-,18-/m0/s1
3. InChIKey:YAVAVQDYJARRAU-ROUUACIJBY

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